Highly Efficient Dynamic Kinetic Resolution of Azlactones by Urea‐Based Bifunctional Organocatalysts

2005264 citationsJournal Article

Authors

Albrecht Berkessel · University of Cologne

Santanu Mukherjee · University of Cologne

Thomas N. Müller · University of Cologne

Abstract

Novel tasks for a venerable molecule: Bifunctional organocatalysts of the type shown, with a quasi Lewis acidic urea or thiourea unit and a Brønsted basic amine functionality, effect the dynamic kinetic resolution of azlactones with high enantioselectivity. N-Benzoyl amino acid esters were obtained with up to 91 % ee in high yields from racemic azlactones.

Topics & Keywords

Synthesis and Reactions of Organic Compounds Chemical Reaction Mechanisms Asymmetric Synthesis and Catalysis

Publication Details

Published in: Angewandte Chemie International Edition

Volume 44, Issue 5, pp. 807-811

DOI: 10.1002/anie.200461442

Field-Weighted Citation Impact: 19.45

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Highly Efficient Dynamic Kinetic Resolution of Azlactones by Urea‐Based Bifunctional Organocatalysts

Authors

Abstract

Topics & Keywords

Publication Details